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2026-02-21
2026-02-22
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Private Villas in Kissimmee

Precious Home Near Disney With Private Pool, Theater Room And Waterpark & Resort Access At Encore Resort Reunion - 7449Mr

7449 Marker Avenue, Kissimmee, United States View map

Set in the enchanting town of Celebration, Precious Home Near Disney With Private Pool, Theater Room And Waterpark & Resort Access At Encore Resort Reunion - 7449Mr offers an ideal escape for… More

From US$ 594 Book Now

4 Mi To Animal Kingdom Gem With Pool In Kissimmee

Kissimmee, FL, 34747, Kissimmee, United States View map

Offering a Jacuzzi and a sauna for a relaxing experience, 4 Mi To Animal Kingdom Gem With Pool In Kissimmee Villa is located a 10-minute drive from Dinoland U.S.A. The 3-bedroom holiday home features… More

From US$ 210 Book Now

8Br Resort Home With Games Room And Bbq

Marcello Boulevard 302, Kissimmee, United States View map

Welcome to the enchanting 8Br Resort Home With Games Room And BBQ, a luxurious family retreat located just a 10-minute drive from the vibrant heart of Kissimmee. Ideal for those seeking both… More

From US$ 406 Book Now

Chic Home Themed Bedrooms Game Room Best Spot

4831 Kings Castle Circle, Kissimmee, United States View map

**Chic Home is Your Ideal Retreat in Kissimmee** With top-notch services, including concierge assistance and shuttle arrangements, Chic Home makes your journey as smooth as possible. More

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8893 Candy Palm Road

8893 Candy Palm Road, Kissimmee, United States View map

Situated just a 60-minute drive from Kissimmee, 8893 Candy Palm Road offers an ideal blend of relaxation and accessibility in the heart of Florida. This spacious retreat invites guests to experience… More

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Conservation View, Resort, Pool Home-3116Pp

8945 Cuban Palm Road,, Kissimmee, United States View map

Situated in the serene landscapes of Kissimmee, the Conservation View Resort offers an exquisite retreat, seamlessly blending natural beauty with modern comforts. Just a scenic hour's drive from the… More

From US$ 237 Book Now

Sun Baked Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8089Dr

8089 Dreamsicle Drive, Orlando, United States View map

Located within 10 minutes' drive of the zoological Disney's Animal Kingdom Theme Park, the 2-bedroom Sun Baked Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8089Dr… More

From US$ 466 Book Now

Bsv_Villa8836

8836 Bengal Ct, Kissimmee, United States View map

**Welcome to the BSV Villa 8836, Kissimmee** Nestled just an hour's drive from the vibrant heart of Kissimmee, BSV Villa 8836 offers an idyllic retreat for travelers seeking both relaxation and… More

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2731Ee Villa 5 Bed/5 Ba

2731 Bookmark Dr, Kissimmee, United States View map

In the heart of Kissimmee, 2731Ee Villa offers an exquisite retreat just 11 km from the vibrant attractions of Kissimmee and 35 km from the bustling Orlando International Airport. This stunning… More

From US$ 284 Book Now

4220Aa Townhouse 4 Bedroom 3 Baths + Private Pool

4220 Paragraph Dr, Kissimmee, United States View map

Offering a location 4.3 km from the outlet mall "Lake Buena Vista Factory Stores", 4220Aa Townhouse 4 Bedroom 3 Baths + Private Pool Kissimmee villa gives access to various tourist spots in the area. More

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Family-Friendly Disney Getaway

3193 Owassa Court, Kissimmee, United States View map

The 2-bedroom Family-Friendly Disney Getaway is set in the Lake Buena Vista district, nearly a 25-minute walk from Local amusement Theme Park and at a 3.8 km distance from World of Disney. This… More

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Fully Upgraded 3Br Condo On Ground Floor

203 Watling Way, Kissimmee, United States View map

Immerse yourself in comfort and convenience at the Fully Upgraded 3Br Condo On Ground Floor, ideally situated just 60 minutes by car from the vibrant streets of Kissimmee. This sophisticated retreat… More

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Incredible Family Retreat With Ps5 Private Pool And Access To 2 Clubhouses

2701 Scrapbook Street, Kissimmee, United States View map

Discover the charm of the Incredible Family Retreat With Ps5 Private Pool And Access To 2 Clubhouses Kissimmee, a serene haven just 9 kilometers from the bustling heart of Kissimmee. Nestled in a… More

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9Br Lakeview Villa - Pool Jacuzzi & Pool Table

485 Ocean Course Avenue, Kissimmee, United States View map

Situated 4.6 km from Orlando Tree Trek Adventure Amusement Park Zip Line, 9Br Lakeview Villa - Pool Jacuzzi & Pool Table Kissimmee invites guests to relax at a patio. More

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Wyndham Star Island Resort 2Br Apartment With Resort Access

Avenue Of The Stars 5000, Kissimmee, United States View map

Welcome to the enchanting Wyndham Star Island Resort 2Br Apartment With Resort Access Kissimmee, a perfect oasis for families and travelers alike, situated just a 20-minute drive from the vibrant… More

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6Br 6Bath Pvt Home Pool 10Min Disney 3282Ft

2962 Buccaneer Palm Rd, Kissimmee, United States View map

The 6Br 6Bath Pvt Home Pool is a luxurious escape nestled in the heart of Kissimmee, where family fun meets relaxation just minutes from Disney. This stunning property encompasses an impressive 3.282… More

From US$ 641 Book Now

5 Bed House W- Pool In Paradise Palms 3180Pp

8942 Sugar Palm Road, Kissimmee, United States View map

Set in the serene community of Paradise Palms, the 5 Bed House W- Pool In Paradise Palms 3180Pp offers a luxurious retreat, sculpted for family gatherings or a peaceful getaway. This stunning… More

From US$ 286 Book Now

Exquisite Home With Theater, Themed Rooms Near Disney With Waterpark & Resort Access At Encore Resort- 7664Ff

7664 Fairfax Drive, Kissimmee, United States View map

In the enchanting community of Celebration, Exquisite Home With Theater, Themed Rooms Near Disney With Waterpark & Resort Access At Encore Resort-7664Ff is a splendid retreat that invites guests to… More

From US$ 686 Book Now

Brand New Corner Lot Pond View Vacation Home

Scene Lane 4387, Kissimmee, United States View map

**Discover the Tranquility of the Brand New Corner Lot Pond View Vacation Home** Nestled just 9 km from the vibrant heart of Kissimmee, the Brand New Corner Lot Pond View Vacation Home offers a… More

From US$ 250 Book Now

Cinderellas Castle

Oneida Loop, Kissimmee, United States View map

**Discover Enchantment at Cinderellas Castle Kissimmee** Guests are well-positioned for convenient transportation, with Orlando International Airport just 45 km away, allowing for hassle-free… More

From US$ 301 Book Now

Marvelous 4Bd With Pool At Storey Lake Resort 2601

Reading Trail 2601, Kissimmee, United States View map

**Welcome to the Marvelous 4Bd With Pool At Storey Lake Resort 2601**, a stunning oasis nestled just 10 minutes from the vibrant heart of Kissimmee. Here, every moment is infused with luxury and… More

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Luxury 6Br Villa In Windsor At Westside Resort

1768 Lima Avenue, Kissimmee, United States View map

Situated in the tranquil enclave of Windsor at Westside Resort, the Luxury 6BR Villa offers the perfect family getaway, blending comfort and convenience with sophisticated amenities. Just 16… More

From US$ 279 Book Now

Private Pool Townhome At Paradise Palms Resort

8962 Majesty Palm Road, Kissimmee, United States View map

In the heart of Kissimmee, the Private Pool Townhome at Paradise Palms Resort offers a blissful retreat for families and friends alike. This elegantly designed accommodation is just a 60-minute drive… More

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Comfy 3Br Lakeview Condo With 2Clubhouses

Paradox Circle 3161, Kissimmee, United States View map

**Welcome to Comfy 3Br Lakeview Condo With 2Clubhouses** - a serene oasis just twenty minutes by car from the vibrant heart of Kissimmee. Nestled in a picturesque setting, this charming condo offers… More

From US$ 171 Book Now

House By The Mouse

Indian Creek, Kissimmee, United States View map

**Welcome to House By The Mouse Villa**, an enchanting getaway nestled within the vibrant landscape of Kissimmee. Conveniently located just an hour's drive from Kissimmee's bustling attractions and a… More

From US$ 491 Book Now

7 Bedrooms 65 Bathrooms Solara 9041Fktw

9041 Flamingo Key Way, Kissimmee, United States View map

Located within 7 km of The Legends Golf Course, the 6-bedroom 7 Bedrooms 65 Bathrooms Solara 9041Fktw Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Lily Garden

8952 Zurich Ln, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the enchanting Lily Garden offers a perfect blend of luxury and comfort within a serene setting. Guests are just a 60-minute ride from the vibrant attractions of… More

From US$ 159 Book Now

Luxury Home, Private Pool, Themed Bedrooms, Prime Location

4246 Paragraph Drive, Kissimmee, United States View map

**Welcome to the Luxury Home, where comfort meets sophistication in a setting designed for both relaxation and adventure. Nestled just a 20-minute drive from the vibrant heart of Kissimmee, this… More

From US$ 434 Book Now

Family Townhome W Private Pool

3089 Pequod Place, Kissimmee, United States View map

**The Family Townhome W Private Pool is where comfort meets convenience in the vibrant heart of Kissimmee.** Nestled just 12 kilometers from the enchanting attractions of Kissimmee and within a short… More

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Top Elegance Vacation Pool At Windsor Resort 8965

8965 Zurich Lane, Kissimmee, United States View map

**Welcome to Top Elegance Vacation Pool At Windsor Resort 8965, your ultimate retreat nestled in the heart of Kissimmee.** This exquisite destination harmoniously blends upscale accommodations with… More

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Charmosa 3Q/2.5B C/Jacuzzi * Vista Lago *

4738 Ormond Beack Way, Kissimmee, United States View map

Located just 1.6 km from Xtreme Paintball Xperience, Charmosa 3Q/2.5B C/Jacuzzi * Vista Lago * Kissimmee villa features a swimming pool, a hot tub, ensuring a relaxing stay. More

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Shvww2 - Windsor At Westside #2 - 8 Bed 6 Baths Villa

2155 Tripoli Court, Kissimmee, United States View map

Welcome to the magnificent Shvww2 - Windsor At Westside #2 - 8 Bed 6 Baths Villa Kissimmee, an exquisite retreat that combines luxury and comfort for an unforgettable vacation experience. Nestled… More

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Beautiful Townhouse In Bella Vida Resort

1120 Las Fuentes Drive, Kissimmee, United States View map

**Discover Beautiful Townhouse In Bella Vida Resort** Nestled just 8 km from the vibrant attractions of Kissimmee, Beautiful Townhouse In Bella Vida Resort offers an ideal retreat for families and… More

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F - New 4 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool

3145 Pequod Place, Kissimmee, United States View map

**Welcome to Your Dream Escape at F - New 4 Bedroom Home - 5 Miles To Disney** Perfectly situated, this haven is only 12 km from Kissimmee and a mere 30 km from Orlando International Airport, making… More

From US$ 229 Book Now

65 Home At Sonoma Resort, Private Pool, And Much More!!

3951 Oakville Avenue, Kissimmee, United States View map

The 6-bedroom 65 Home At Sonoma Resort, Private Pool, And Much More!! Kissimmee is located within 25 minutes' walk of the Kissimmee Go-Karts and provides a Jacuzzi. This Kissimmee holiday home… More

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Bright 3B W Pool Close To Disney Encantada 8545

8545 Bay Lilly Loop, Kissimmee, United States View map

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Be Our Guest At Emerald Island

8615 La Isla Dr, Kissimmee, United States View map

**Escape to Be the Guest at Emerald Island Kissimmee, where luxury meets comfort in the heart of Florida's enchanting vacationland. Just a short 60-minute drive from bustling Kissimmee, this… More

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Remarkable Home Near Disney With Theater & Themed Rooms With Waterpark & Resort Access At Encore Resort - 7660Ff

7660 Fairfax Dr, Kissimmee, United States View map

Located a 16-minute walk from the Brinson Park, Remarkable Home Near Disney With Theater & Themed Rooms With Waterpark & Resort Access At Encore Resort - 7660Ff Kissimmee offers themed dinners and… More

From US$ 917 Book Now

Lake View Pool Home Near Disney And Shoppings

114 Country Creek Lane, Kissimmee, United States View map

Discover the enchanting Lake View Pool Home Near Disney And Shoppings, nestled just 8 km from the vibrant heart of Kissimmee, offering a perfect blend of tranquility and excitement. This exquisite… More

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Loft & Leisure Villa - 6 Bdrs

1852 Gobi Dr., Kissimmee, United States View map

### Welcome to Loft & Leisure Villa - 6 Bdrs Situated conveniently near key attractions, Loft & Leisure Villa - 6 Bdrs provides easy access to theme parks and local dining hotspots. More

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Super Host Home Private Pool 9 Min Mco Disney

606 Moss Park Court, Kissimmee, United States View map

Nestled around 6 km from Osceola Center for the Arts, the 2-bedroom Super Host Home Private Pool 9 Min Mco Disney Kissimmee entices guests to explore various tourist destinations nearby. The holiday… More

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Orlando Family Retreat 4Br, Private Pool And Lake

1035 Soaring Eagle Lane, Kissimmee, United States View map

Orlando Family Retreat 4Br, Private Pool And Lake Kissimmee villa offers proximity to such city sites as Eagle Pointe South, located approximately a 5-minute walk away. More

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1652Al Townhouse 5 Bed/4.5 Ba

1652 Tropical Palms Cir, Kissimmee, United States View map

**Welcome to 1652Al Townhouse 5 Bed/4.5 Ba, a charming villa that redefines family getaways in the heart of Kissimmee.** Nestled just 32 km from the vibrant scenery of Kissimmee, this spacious… More

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Upstay Sleeps 26 W Private Pool, Hot Tub, Games

Shanti Drive 2567, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 12-bedroom Upstay Sleeps 26 W Private Pool, Hot Tub, Games Kissimmee villa is located 2.8 km from Medieval Times Dinner & Tournament. Boasting… More

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Vivid Home With Theater, Themed Room Near Disney With Waterpark & Resort Access At Encore Resort- 7662Ff

7662 Fairfax Drive, Sheraton, United States View map

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From US$ 882 Book Now

Modern Resort 5Br Pool & Spa Escape #560

560 Sticks Street Davenport, Fl 33896, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Modern Resort 5Br Pool & Spa Escape #560 Kissimmee villa is located 10 minutes' drive from Tuscan Hills Boulevard. More

From US$ 174 Book Now

Homestead Beech

7409 Soiree Way, Kissimmee, United States View map

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Super Boho- At Lake Toho'S Water Sleeps 6

319 East Monument Avenue, Kissimmee, United States View map

**Welcome to Super Boho at Lake Toho, Kissimmee** Nestled in the heart of Downtown Kissimmee, Super Boho at Lake Toho embodies the vibrant spirit of Florida's bustling Osceola County. More

From US$ 142 Book Now

Amazing Disney Themed Home!

1822 Caribbean View Terrace, Kissimmee, United States View map

Welcome to the Amazing Disney Themed Home! Kissimmee, where enchanting decor immerses you in the magic of the Disney universe. Ideal for families and groups, this vibrant retreat is conveniently… More

From US$ 685 Book Now

Bsv_Villa2016

2016 Fleming Mist Pl, Kissimmee, United States View map

**Welcome to Bsv_Villa2016 Kissimmee**, a charming retreat nestled just 32 km from the vibrant heart of Kissimmee and a convenient 50 km from the renowned Orlando International Airport. Perfectly… More

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